
Waterfront vacation rentals in Gary
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Top-rated waterfront rentals in Gary
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Waterfront apartment rentals

The Lakefront Lookout (2BR)
We really enjoyed our stay and appreciated how responsive and accommodating Stephanie was! The view is beautiful and the surrounding area was great. Being right above a coffee shop was also extremely convenient.

MDRN Kid-Frndly Apt | Natural Lite | Quiet|Private
The living room was very comfortable and provided a great space for all our group to hangout after a wedding. The extra bedding and coffee was a nice plus!

Lake Landing
Host was great. good communication, and very helpful and accommodating

Executive Apartment on Lake Michigan with parking
Man this place was awesome! It was so relaxing and peaceful. Everything was the way it was described. Definitely coming back!

⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Carla's place was as described! Will book with this host again!

3 Bed 3 Bath Lakefront Oasis, Parking Included
Great stay. The property is tucked away and is away from all the city noise. It was very clean and everyone was really impressed. Thank you Sally for a great stay.

Spacious & Stylish 2BR-2BA Apt Steps from The Bean
I had my bachelorette in Chicago and Borja's place was perfect! It was walkable to everything, only a few blocks from Riverwalk - it felt safe and private. We were a group of girls, so we were very pleased with the safe area and access to all the places we wanted to see. Would definitely visit again!

River Loft in Historic Kankakee
What a wonderful place to stay! Would absolutely come back. Cathy and Larry were so welcoming and kind.
Waterfront house rentals

A Momence To Remember
This home was a great place, lots of space for us to spend time and the view of the river was gorgeous. My kids felt right at home and while the neighbor houses are really close it was still quite private. Not walking distance to the town but we were able to take a long walk down the road without much traffic and it was beautiful. Lots of board games my kids enjoyed playing and was so nice that snacks were provided. We very much enjoyed our stay.

Waterfront dog friendly 3 bedroom home w/game room
Great vacation with our dogs. Couldn’t be any more dog friendly and pretty human friendly too. Great place to relax and reset. We really enjoyed being in the treetops with all of the wild life. Can’t wait to come back in the summer to float down the river. Book today, you will not be sorry.

Technicolor River Retreat just outside of Chicago!
Had a longer duration stay for work. Very peaceful and quiet with plenty of space. It was really nice being right on the river. Felt right at home from the day we arrived.

Lakefront/Best Views/Paddleboards/Fire-Pit/Kayak
Had a wonderful time staying at Dunetop Escape! The owners were very nice and responsive. Very knowledgeable about the area and made some awesome recommendations. The house was spotless and very accommodating. The house has a lot of usable space and even more sleeping areas! Loved that they made beach days so easy as they had everything you may ever need. Will absolutely be looking to book this location again and look forward to exploring more of Michigan City.

Lakefront cottage on Koontz Lake
My wife, oldest son, and I were looking for a quick getaway that wasn’t too far of a drive from Chicagoland. My wife came across Deborah’s listing and immediately knew it would be a nice location where the three of us could stay and my son could enjoy fishing. The cottage was located steps from the lake and my son spent hours fishing from the dock. The cottage was very clean and was the perfect size for the three of us. I think the only downside was that there weren’t many dining options nearby. We ended up eating one breakfast and one lunch in Walkerton and had dinner in Plymouth. The kitchen at the cottage did have enough supplies to enable us to cook two perch that my son caught earlier in the day, however.

Riverfront Oasis: Parks+ Kayaks+Relaxation Await!
My family really enjoyed our stay. It was nice to wake up to the water every day. The house is exactly as described and fully stocked with just about everything you could need. There is a park, restaurants, and a few shops that are within walking distance. Rhiannon responded pretty quickly anytime we had questions. Would stay again if we were to come back to the area.

Michigan City Family Friendly Beach Escape
Appreciate the attentiveness of the owners. Lovely place and close to the beach.

The Cedar Lake Escape 5 Bedrooms - 3 Baths
We had a great stay here with family and friends. It was our daughter’s birthday and they surprised her with a birthday gift. The place is beautiful. So many seating options to just hang out and enjoy the lake. Late night fires, games, swimming. It was so fun. Lots of amenities inside. There wasn’t anything better that they could have done to make this weekend even better. Highly recommend.
Waterfront condo rentals

River unique cozy 2 BRs, 4 adult twin bunks in LR
This place is beautiful and it has everything you need. It was immaculately clean. The patio at the river edge is beautiful and peaceful. It felt like home and we didn’t want to leave. Glennette was so helpful recommending a location for a special item we needed and it was perfect! Kevin and Glennette were very responsive with any needs or questions we had. Highly recommend!

MARVELOUS MAG MILE 2BD/2BA (+Rooftop)
Wendy and Matt's place was comfortable and homey. The location was great, the apartment comfortable, and we had essential amenities. The building is mid-century modern and designed by famed architect Harry Weese that incorporates thoughtful references to Chicago architectural history throughout while still remaining visually cohesive. One minor issue is the stove, which is electric and somewhat underpowered. It's good enough for minor work like breakfast or heating leftovers but you may struggle producing more elaborate meals. It was a very minor quibble but worth noting for those culinarians wanting to prepare their own meals. The oven is decent but there is only one. Overall, my stay was excellent and I recommend Wendy and Matt's place wholeheartedly. They are excellent hosts as well.

Amazing Beach Condo with pool and great sunsets!
Let me begin by saying we can’t wait to stay again. The location was absolutely amazing, particularly if you, like us, adore sunsets. We enjoyed the walk to the beach which is on the property and found the sunsets breathtaking. The beach is beautiful and allowed us to walk three miles. The unit was very clean and had what we needed. We were able to cook in two nights and enjoy a Saugutuck restaurant one evening. Patricia was very communicative and was prompt in responses to questions. We simply could not have enjoyed a better stay. We look forward to coming back.

Cozy 1bdr Rogers Park, Loyola, Northwestern.
This is a WONDERFUL one bedroom apartment that is both private and spacious! The owner/host has the space fabulously decorated with an eclectic mix of original contemporary artwork and antiques. Nothing is generic about the space and it has been outfitted for guests with loving care. The host, Kaye, clearly puts much trust in her guests with her charming decor and furnishings. The amount of space, the privacy and the home-y feel make it a place we'd love to return to.

Luxury Waterfront 2 Bedroom Condo by Lake Michigan
This condo was super-clean. We loved the balcony, where we could relax after climbing dunes with our grandkids! Good mattresses (our daughter & husband took the upstairs bedroom) and we appreciated the king-sized beds. There is quite a tall stairway to climb to get to the 2nd floor. Otherwise, easy access (we used the August app) from the parking lot.

Live the marina life in New Buffalo!
We stayed here for my sisters bachelorette weekend, it was perfect! Everything is within walking distance or a short drive away! Would definitely come again.

HUGE Modern, 1BD Home Office, Chef's Kitchen Patio
If you're looking for a place in Chicago that is gorgeous to stay in with easy access to public transit, this is it! The hosts were super helpful with recommendations and quick to answer with any questions. I would definitely stay there again!

Serenity on the Shores
Ashley was a great host! She provided clear instructions for check-in/check-out, had nice local recommendations, and was extremely responsive. I also appreciated that she was willing to accommodate my travel dates near the last minute due to a death in my family. The unit was very clean and well-stocked. I loved the beautiful views from each window and the quiet, serene environment. Although I could hear the train at night, it was not super loud - kinda just like background noise. I actually found it to be peaceful (maybe because I’m from the city lol). Would love to visit again! :)
Quick stats about waterfront rentals in Gary
Total rentals
10 properties
Nightly prices starting at
G$10,457 GYD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Warren Dunes State Park
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Willis Tower
- Wicker Park
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Chicago Cultural Center
- Medinah Country Club
- The Beverly Country Club